Chemosensor Detection of Electro-Inactive Compounds

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Solution Overview

Problem

Current analytical methods for detecting electro-inactive compounds, such as quaternary ammonium compounds, are complex, time-consuming, and costly, making them unsuitable for rapid detection in biofluids or at the point of care, and existing chemosensors require costly and complex surface immobilization on electrodes.

Innovation Solution

Development of bi- or unimolecular chemosensors using cucurbit[n]uril or pillar[n]arene-based Indicator Displacement Assays with metal-based indicators, which can be used in solution form and directly assembled in biofluids, allowing electrochemical detection without the need for surface immobilization on electrodes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Measurement precision

If HPLC combined with mass spectrometry is used for detection, then measurement precision is improved, but device complexity and loss of time increase

Engineering Contradiction:
Improvedetection precisionVSAvoidcomplexity
Core Design Contradiction:
Measurement precisionVSDevice complexity

Solution Approach 1:

The patent extracts only the essential detection function from complex HPLC-MS systems by using simple electrochemical sensors with indicator displacement assays. This removes unnecessary separation and complex instrumentation while retaining the ability to detect electro-inactive compounds through competitive binding mechanisms that produce measurable electrochemical signals.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent replaces mechanical separation systems (HPLC columns, pumps, flow systems) with electrochemical detection based on competitive binding. The detection mechanism shifts from physical separation and mass spectrometry to electrochemical signal generation through indicator displacement, eliminating complex mechanical components while maintaining detection capability.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Measurement precision

If HPLC combined with mass spectrometry is used for detection, then measurement precision is improved, but loss of time increases

Engineering Contradiction:
Improvedetection precisionVSAvoidassay time
Core Design Contradiction:
Measurement precisionVSLoss of time

Solution Approach 1:

The patent implements preliminary action by pre-forming chemosensor complexes in solution before sample analysis. The chemosensors are prepared in advance with indicators already bound to macrocyclic receptors, eliminating the need for complex sample preparation and instrument setup during actual detection. This allows rapid analysis while maintaining precision through pre-optimized binding conditions.

Inventive Principle:
Principle #10Preliminary action

3Ease of manufacture

If cyclodextrin-based chemosensors are used, then ease of manufacture is improved, but reliability worsens due to aggregation and weak binding

Engineering Contradiction:
Improvemanufacturing easeVSAvoidsensor stability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent applies parameter changes by transitioning from cyclodextrin-based chemosensors to cucurbit[n]uril and pillar[n]arene-based chemosensors. This structural parameter change fundamentally improves reliability through stronger binding affinities (Kd values in nanomolar to low micromolar range) and elimination of aggregation problems, while maintaining ease of manufacture through available synthetic routes for the new macrocyclic structures.

Inventive Principle:
Principle #35Parameter changes

4Reliability

If surface immobilization of chemosensors is performed, then reliability is improved, but device complexity and cost increase

Engineering Contradiction:
Improvesensor stabilityVSAvoidimmobilization complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent implements self-service by designing chemosensors that function effectively in solution without requiring surface immobilization. The chemosensors self-assemble and maintain stability in aqueous environments through their macrocyclic structures, eliminating the need for complex surface modification protocols, electrode functionalization, and immobilization chemistry while achieving reliable detection through solution-phase competitive binding.

Inventive Principle:
Principle #25Self-service

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

Enables rapid, cost-effective, and sensitive detection of electro-inactive compounds like quaternary ammonium compounds in biofluids, with minimal sample preparation and compatibility with commercially available screen-printed electrodes, suitable for point-of-care diagnostics and portable sensors.

Implementation Method 1

host-guest type chemosensors are considered promising candidates... macrocyclic molecules (also designated as 'receptors' or 'host(s)'), which act in combination with an indicator (also designated as 'dye')... and produce a spectroscopic readout... after binding to the analyte (also designated as 'guest')

Methodology Applied
Scientific EffectHost-guest binding: Absorption (physical)

Implementation Method 2

electrochemical sensors (also called 'chemosensor(s)')... produce a recordable signal after binding to an analyte... voltametric or amperometric detection using chemosensors

Methodology Applied
Scientific EffectElectrochemical reaction: Redox Reactions

Data Source

PatentEP4467974A1Novel chemosensors and their use in electrochemical detection methods
Publication Date: 2024.11.27 KARLSRUHER INST FUR TECH
  • EP4467974A1 patent drawingFigure 1~2
  • EP4467974A1 patent drawingFigure 3~5
  • EP4467974A1 patent drawingFigure 6A~7B

AI summary

The invention relates to novel chemosensors comprising a metal-based indicator and a macrocyclic receptor and their use in analytical detection methods for electro-inactive compounds in an Indicator Displacement Assay (IDA).